Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 2.5 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West. As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures. With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset. A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!
Prices change with the date; the lowest is shown.
Out at sunset: the 4:30 PM departure is under way when the sun sets, around 6:56 PM in the coming weeks.
From the operator’s live schedule on Viator, checked Oct 7.
Reviews collected by Viator and Tripadvisor
Excurgo comparison of 347 Viator tours, recalculated daily.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas lasts about 2h 30min.
Prices start at $90 per person for this Key West experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, starting at 4:00 PM, 4:30 PM, 5:00 PM, 5:30 PM, and 6:00 PM.
Children aged 4–11 pay from $43, adults from $90. Infants go free.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is Unit #1; Office located on Lazy Way Lane between Conch Republic and Schooner Wharf. Hotel pickup is not part of this experience.
The experience is available in EN.
It is a small-group experience with a maximum of 50 participants.
Infants and small children can ride in a pram or stroller
Yes, bookings are confirmed instantly.
Travellers rate it 4.6 out of 5 across 764 reviews on Viator and Tripadvisor; it is run by Sebago Key West.
Reviews collected by Viator and Tripadvisor
Great time and spectaculars views. Amazing sunset in between two beautiful storms . Captain did an amazing job finding the sunset and missing the storm clouds
They say some of the best sunset colors come with a little weather in the mix! We’re so glad our captain found that perfect sweet spot between the storms so you could enjoy the show. Sounds like Mother Nature really showed off for you!
We had a lovely time with Shay and Finn as our crew! They were very kind and accommodating. We even got a drink to go at the end and lovely snacks throughout. Our favorite were the tarts and the shrimp cocktail!
Thanks for the 5 stars, Katie! We’ll make sure Shay and Finn get the shoutout. Sounds like the tarts and shrimp cocktail were a hit—and you can’t argue with a drink for the road! So glad you had a lovely time with us!
Overall, I thought the experience was fun. The crew member that was tending bar and serving food and mixing with all of us was funny, polite, and really made the trip worthwhile. As for the captain, he didn't talk to after his safety speech. All in all do it for the sunset. It was beautiful
Thanks for joining us! We’re glad you had fun and enjoyed our crew—and you’re right, that Key West sunset definitely knows how to steal the show! Hope to have you back onboard again soon.
Absolutely the most amazing experience & going to the “Dolphin Playground “ was so awesome
Thank you for choosing to celebrate with Sebago! We're already looking forward to your next sail!
This is my third time on this tour as this is our go to when we have friends and family down. The captain and first mate are always friendly, engaging and interesting. Captain Brett and Dawson did not disappoint. We had a great time, saw so many dolphins and enjoyed the night on the water! I love this boat tour because people are not crammed on the boat and we have room to move around, have fun and enjoy the view. The apps and wine are always a nice touch. The sunset was beautiful as Key West usually delivers. Always a good time for our first time friends that come down for a visit. Highly recommend.
Thank you for sharing another great day with Sebago, Karen! We truly appreciate our return guests and can't wait to welcome you and your visitors back aboard!
Captain and bartender Eve were great. Professional and also got to know everyone by name on the cruise. An excellent experience
Thank you for the five stars and crew shout out, Chad! We hope to see you sailing with Sebago again soon!
Well looked after by the captain and crew. Good dolphin sighting. The weather did not cooperate for an amazing sunset, but still some pink in the sky. Sangria was free flowing and the canapés simple but tasty. Thanks
Thank you for sharing your experience on our Captain's Choice Dolphin Sunset Sail, Jane! I am happy to hear that our local marine friends were out and about to show off for your tour. Please give us a call on your next visit for assistance finding the best weather, as we would love to show you a five star experience!
On time boarding, great hospitality with free soda, water and beer! We saw dolphins and a beautiful sunset! I enjoyed immensely!
Thank you for the 5 stars, April! Sounds like you got the full Key West experience with dolphins, a beautiful sunset, and a cold drink in hand. We're so glad you had a great time, and we hope to see you back onboard again soon!
Good experience. Will do again
Thank you for the five stars, Brent! We hope to see you sailing with Sebago again soon!
Nice boat ride with great music, drinks and hope to see dolphins. The sunset was quickly engulfed by clouds so be ready for that pic.
Thank you for sharing your experience, Sandra! We truly appreciate the kind words for our team. We hope to welcome you back on your next visit to Key West to show you a five star experience!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
| Key West Sunset Sail: Dolphin Watching, Wine, and Tapas | 2h 30min | 4.6 (764) | $90 | |
 Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres | 2 hours | 4.9 (1,482) | $135 | View |
 Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres | 2 hours | 4.7 (3,861) | $75 | View |
 Key West Sunset Sail with Live Music, Drinks and Appetizers | 2 hours | 4.6 (1,049) | $73 | View |
 Sunset Sail in Key West with Beverages Included | 1h 30min | 4.9 (986) | $79 | View |
 Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling | 4 hours | 4.9 (595) | $143 | View |
 Key West Signature Sunset Sail with Live Music, Open Bar & Food | 2 hours | 4.5 (413) | $70 | View |